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Synthesis, Conformational Studies, Binding Assessment and Liposome Insertion of a Thioether‐Bridged Mimetic of the Antigen GM3 Ganglioside Lactone
Author(s) -
Toma Lucio,
Di Cola Emanuela,
Ienco Andrea,
Legnani Laura,
Lunghi Carlotta,
Moneti Gloriano,
Richichi Barbara,
Ristori Sandra,
Dell'Atti Daniela,
Nativi Cristina
Publication year - 2007
Publication title -
chembiochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.200700208
Subject(s) - thioether , ganglioside , liposome , monoclonal antibody , chemistry , wheat germ agglutinin , stereochemistry , lactone , antigen , biochemistry , lectin , antibody , biology , immunology
Conformation analysis and synthesis of 2 , a hydrolytically stable mimetic of the tumour antigen, GM3 lactone ganglioside ( 1 a ), is reported (see figure for superimposed images of 1 a and 2 ). The interaction between 2 and wheat germ agglutinin lectin showed that 2 is a veritable mimetic of a sialyl‐containing saccharide. DOPC/DOPE liposomes containing thioether 3 were also prepared and characterized; these could prove to be promising carriers for the production of monoclonal antibodies.